Sodium Hydroxide → 7-[3,4-Dihydroxy-2-(3-hydroxyoctyl)cyclopentyl]heptanoic acid

HRID 442440노트

반응식

HRID 442440 반응식
[OH:1][CH:2]1[CH:6]([OH:7])[CH2:5][CH:4]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][C:14]([O:16]CC)=[O:15])[CH:3]1[CH2:19][CH2:20][CH:21]([OH:27])[CH2:22][CH2:23][CH2:24][CH2:25][CH3:26].[OH-].[Na+]>C(O)C>[OH:1][CH:2]1[CH:6]([OH:7])[CH2:5][CH:4]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][C:14]([OH:16])=[O:15])[CH:3]1[CH2:19][CH2:20][CH:21]([OH:27])[CH2:22][CH2:23][CH2:24][CH2:25][CH3:26]

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 20354857Ethyl 7-[3,4-dihydroxy-2-(3-hydroxyoctyl)cyclopentyl]heptanoate

생성물 1

HCID 203548487-[3,4-Dihydroxy-2-(3-hydroxyoctyl)cyclopentyl]heptanoic acid수율 45.6%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Ethyl 7-[3,4-dihydroxy-2-(3-hydroxyoctyl)cyclopentyl]heptanoate (2.6 g.) [prepared as described in (p) above], ethanol (50 ml.) and 2N aqueous sodium hydroxide solution (50 ml.) were heated together at reflux for 18 hours. The ethanol was removed in vacuo, water (25 ml.) was added and the mixture was washed with diethyl ether. The aqueous phase {which was a solution of sodium 7-[3,4-dihydroxy-2-(3-hydroxyoctyl)cyclopentyl]heptanoate} was acidified to pH 1 by the dropwise addition of concentrated hydrochloric acid, extracted with diethyl ether, and the ethereal extract dried over magnesium sulphate and evaporated in vacuo to give 7-[3,4-dihydroxy-2-(3-hydroxyoctyl)cyclopentyl]heptanoic acid (1.1 g.).

후처리

  1. temperatureat reflux for 18 hours
  2. customThe ethanol was removed in vacuo, water (25 ml.)
  3. additionwas added
  4. washthe mixture was washed with diethyl ether
  5. additionwas acidified to pH 1 by the dropwise addition of concentrated hydrochloric acid
  6. extractionextracted with diethyl ether
  7. extractionthe ethereal extract
  8. dry with materialdried over magnesium sulphate
  9. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-0527d2991f224c9c96f8085fa011d050
출처 데이터셋
uspto-grants-1977_08
특허 번호
US04045467

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